11-Hydroxy-2,4-cycloeudesmane from the Leaf Oil of Juglans regia and Evaluation of its Larvicidal Activity

KÖROĞLU A., Baldemir A., ÖZEK G., BEDİR E., Tabanca N., Ali A., ...More

NATURAL PRODUCT COMMUNICATIONS, vol.11, no.10, pp.1421-1424, 2016 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 11 Issue: 10
  • Publication Date: 2016
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1421-1424
  • Keywords: Juglans regia, Essential oil, Larvicidal activity, Fractionation, Preparative gas chromatography, NMR, TRADITIONAL MEDICINE, WALNUT, LEAVES, PLANTS, ANTIOXIDANT, EXTRACTS, L.
  • Anadolu University Affiliated: Yes


Leaves of Juglans regia L. collected from two different locations [Adana (A) and Ankara (BA from Turkey were subjected to hydrodistillation in a Clevenger type apparatus to yield the essential oils (EOs). GC/MS and GC-FID analyses revealed that the A EO was rich in thymol (23.1%), while caryophyllene oxide (33.8%) was found as the main constituent of B EO. Both contained beta-eudesmol (1.4% - 9.5%), (E)-geranyl acetone (3.7% - 5.8%) and the eudesmane type constituent juglaterpene A (3.1% - 11.0%). Using a HP Innowax preparative capillary column connected to a preparative fraction collector, an unknown constituent, juglaterpene A (1, 11-hydroxy-2,4-cycloeudesmane), was isolated in a rapid one-step manner with > 94.0% purity. Structure determination was accomplished from 1D- and 2D-NMR spectroscopic data. Oil B demonstrated significant larvicidal activity against 1st instar Aedes aegypti L.